Transition-Metal-Free Oxidative Cross-Coupling of Methylhetarenes with Imidazoheterocycles towards Efficient C(sp2)-H Carbonylation

被引:22
|
作者
Sultana, Faria [1 ]
Shaik, Siddiq Pasha [1 ,2 ]
Alarifi, Abdullah [3 ]
Srivastava, Ajay Kumar [1 ,2 ,4 ]
Kamal, Ahmed [1 ,2 ,3 ]
机构
[1] CSIR Indian Inst Chem Technol, Med Chem & Biotechnol Div, Uppal Rd, Hyderabad 500007, Andhra Pradesh, India
[2] Acad Sci Innovat Res AcSIR, Div Chem Sci, New Delhi 110025, India
[3] King Saud Univ, Coll Sci, Dept Chem, Riyadh 11451, Saudi Arabia
[4] CSIR Cent Drug Res Inst, Med & Proc Chem Div, Sect 10,Janakipuram Extens Sitapur Rd, Lucknow 226031, Uttar Pradesh, India
关键词
carbonylation; cross-coupling; green chemistry; heterocycles; oxidation; ONE-POT SYNTHESIS; C-H BONDS; DIMETHYL-SULFOXIDE; DIRECT ARYLATION; SELECTIVE METHOD; ANNULATION; PYRIDINES; CATALYST; ALKYNES; CYCLIZATION;
D O I
10.1002/ajoc.201700173
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient method for the oxidative cross-coupling of methylhetarenes with imidazoheterocycles by employing an eco-friendly iodine/DMSO reagent system has been developed. This C(sp(2))-H carbonylation reaction proceeds through an in situ oxidation of a methylhetarene into a formylhetarene followed by an oxidative cross-coupling reaction with an imidazoheterocycle. This method has a wide substrate scope and good functional group tolerance and enables the construction of a large number of carbonylated imidazoheterocycles in very good yields.
引用
收藏
页码:890 / 897
页数:8
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